Assateague Island Vacation Packages 2026 from $1,039

Photo by Nancy Stauffer

Plan, book, travel with confidence
Better together
Save up to $2,000 when you book a flight and hotel together*
Find the right fit
With over 300,000 hotels worldwide, it's easy to create a perfect package
Rest easy
Plan, book, and manage your trip all in one place

The Latest Assateague Island vacation packages

Price found within the past 48 hours. Click for updated prices.

Boardwalk One

Downtown Ocean City

$1,039

per person

Sep 22 - Sep 25

found 1 day ago

Roundtrip non-stop flight included

Pittsburgh (PIT) to Salisbury (SBY)

7.4/10 Good! (174 reviews)

Room was as expected, worked well for our family. The women in the office were very kind and the check-in process was very smooth. We would stay here again.

Reviewed on Aug 3, 2026

Beach Walk

Downtown Ocean City

Save 100% on your flight

$1,616

per person

Nov 6 - Nov 9

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Salisbury (SBY)

7.6/10 Good! (107 reviews)

An older hotel but very convenient located.

Reviewed on Aug 11, 2026

Ocean 1 Hotel and Suites

Downtown Ocean City

$1,737

per person

Oct 1 - Oct 5

found 1 day ago

Roundtrip non-stop flight included

New York (NYC) to Salisbury (SBY)

8.2/10 Very Good! (766 reviews)

Majestic Hotel & Apartments

Downtown Ocean City

$1,707

per person

Nov 6 - Nov 9

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Salisbury (SBY)

6/10 (461 reviews)

“The hotel is way too expensive for what it offers. The furniture and facilities are old, there was an unpleasant smell in the room, and there wasn’t even a hair dryer. On top of that, they charged an additional $20 for parking. Overall, the quality and service were definitely not worth the price.”

Reviewed on Aug 17, 2026

Sea Breeze Inn

Downtown Ocean City

$1,260

per person

Oct 19 - Oct 23

found 4 hours ago

Roundtrip non-stop flight included

Hartford (BDL) to Salisbury (SBY)

6.4/10 (55 reviews)

Ay hongo en el baño el inodoro estaba despegado aparenta algo viejo los Parkeo es Chikito

Reviewed on Aug 17, 2026

Don't see what you're looking for?

See all available trips from Columbus to Assateague Island

View all trips

Stay near popular Assateague Island attractions

Assateague Lighthouse

9.2/10 (509 reviews)

Learn about the local history of Chincoteague when you take a trip to Assateague Lighthouse. While you're in the area, stroll along the beautiful beaches.

See properties

Assateague Point

9.6/10 (685 reviews)

Commune with nature and explore the great outdoors at Assateague Point during your travels in Chincoteague. While you're in the area, stroll along the beautiful beaches.

See properties

Pitts Island

Commune with nature and explore the great outdoors at Pitts Island during your travels in Chincoteague. While you're in the area, stroll along the beautiful beaches.

See properties

Thurf Marsh Islands

Commune with nature and explore the great outdoors at Thurf Marsh Islands during your travels in Chincoteague. While you're in the area, wander around the natural setting.

See properties

Bow Beach

Why not spend a lazy afternoon at Bow Beach during your trip to Chincoteague? While you're in the area, wander around the natural setting.

See properties

Pope Island

Commune with nature and explore the great outdoors at Pope Island during your travels in Snow Hill. Wander the riverfront and white-sand beaches while you're in the area.

See properties

Horsehead Tump

Commune with nature and explore the great outdoors at Horsehead Tump during your travels in Snow Hill. Wander the riverfront and white-sand beaches while you're in the area.

See properties

Smith Hammocks

Commune with nature and explore the great outdoors at Smith Hammocks during your travels in Chincoteague. While you're in the area, wander around the natural setting.

See properties

What to do in Assateague Island

Ocean City: Ripley's Believe It or Not! + Mirror Maze

$28

per adult

See all activities in Assateague Island

Assateague Island Hotel Deals

Princess Royale Oceanfront Resort

Oceanfront on 91st Street Ocean City MD

$151 nightly

$167 total

Sep 7 - Sep 8

Total with taxes and fees

8.8/10 Excellent! (2,663 reviews)

"loved the room with the pool and beach access, parking is a little limited but no issues were had whatsoever! would recommend!"

Reviewed on Aug 17, 2026

Grand Hotel Ocean City Oceanfront

2100 N Baltimore Ave Ocean City MD

Fully refundableReserve now, pay when you stay

$146 nightly

$164 total

Sep 15 - Sep 16

Total with taxes and fees

9/10 Wonderful! (3,792 reviews)

"Clean room, the pool area needs to be cleaner and updated."

Reviewed on Aug 17, 2026

Fenwick Inn

13801 Coastal Highway Ocean City MD

Fully refundableReserve now, pay when you stay

$93 nightly

$105 total

Sep 14 - Sep 15

Total with taxes and fees

8.8/10 Excellent! (2,071 reviews)

"Nice clean property close to the ocean!"

Reviewed on Aug 17, 2026

See all 10,607 properties in Assateague Island

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.